Episode 66: Social Investing

Episode 66: Social Investing

July 21, 2026 · 59 min · Episode 66

About this episode

The episode discusses the slow summer market, credit quality strategies, and the impact of derivatives and AI in investing.

In this week’s Hurdle Rate, the crew breaks down the slow summer market and strategy's focus on building up its balance sheet to improve credit quality. We explore how Strategy and Strive are navigating macro uncertainty, steadying operations, and executing consistent Bitcoin buys through the summer doldrums. We also dig into the derivatives market, short interest dynamics for ASST and SATA, and how lending out shares ultimately impacts corporate dividend payments and tax treatment. We close with a broader discussion on structured finance, the emergence of AI agents in retail investing, and the long-term potential of building durable digital credit structures to onboard massive institutional capital into the Bitcoin era. Here’s the latest with Tim Kotzman, Matt Cole, Jeff Walton, and Ben Werkman. Timestamps:00:00 – Welcome Back to the Hurdle Rate11:09 – Trading Volumes: MSTR vs. IBIT12:33 – Analysis of Short Interest & Derivatives Markets16:04 – Tax Treatments for Lending Shares & Manufactured Dividends20:10 – Short Squeezes & Conserved Energy in Equities28:49 – Robinhood Retail AI Trading Agents30:00 – Deconstructing Chamath’s Crypto Tweet31:59 – Unlocking…

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